With Ivy living the glamorous lifestyle in the Rhode's penthouse, Lily orchestrates a plan to get her wealth back and prove Ivy to be a fraud. Serena reluctantly takes on the role of Gossip Girl when she see's a chance to help her family while Blair and Dan finally get 'intimate', but come at a cross roads when it doesn't go as well as they expected and Chuck isn't so sure that Jack gave him a blood transfusion and sets out to prove it.
Kelly Rutherford
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Stacey Sargeant
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Nurse
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Dick Cavett
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Himself
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John Bolton
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Ella Rae Peck
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Zuzanna Szadkowski
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William Baldwin
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Matthew Settle
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Ed Westwick
Chuck Bass
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Kaylee DeFer
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Charlie Rhodes
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Penn Badgley
Dan Humphrey
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Chace Crawford
Nate Archibald
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Leighton Meester
Blair Waldorf
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Kristen Bell
Gossip Girl
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Blake Lively
Serena van der Woodsen
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Desmond Harrington
Jack Bass
Jack Bass
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| Name | Con Heir |
| Season | 5 |
| Episode Number | 18 |
| Type | Regular Episode |
| Is Pilot | False |
| Air Date | April 2, 2012 |